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. 2026 Feb 24.
doi: 10.1021/acs.orglett.6c00112. Online ahead of print.

Palladium-Catalyzed Enantioselective Tandem Allylation/Cyclization of ortho-Alkynylbenzaldehydes with Allyltrimethylsilane: Access to Chiral 1-Allyl-1 H-isochromenes

Meifen Wang  1 , Lun Wang  1 , Linchun Zhang  1 , Meiqi Liang  1 , Devendar Ponnam  1 , Zhenxiu He  1   2 , Ruifeng Fan  1   2 , Baomin Fan  1   2
Affiliations

Palladium-Catalyzed Enantioselective Tandem Allylation/Cyclization of ortho-Alkynylbenzaldehydes with Allyltrimethylsilane: Access to Chiral 1-Allyl-1 H-isochromenes

Meifen Wang et al. Org Lett. .

Abstract

Herein, we report the first palladium-catalyzed asymmetric Sakurai-Hosomi-type tandem allylation/cyclization of ortho-alkynylbenzaldehydes with allyltrimethylsilane. A chiral Pd(II)/L11 complex combined with ZnCl2 and Cu(OAc)2 afforded 1-allyl-1H-isochromenes (22 examples) in up to 82% yield and 97% ee. This protocol provides a concise, efficient, and practical route to chiral isochromene scaffolds of biological significance.

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